Top Vacation homes in Kissimmee

Find the Top Vacation homes in Kissimmee – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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9.0
Perfect14 reviews
10 adults
4 bedrooms
5 beds
MapView on map12.9 mi from City Center
From   US$ 10 /nightSelect
  • On-site H2O water park
  • Full-service spa and wellness center
  • Family-friendly restaurant on-site
10 adults
5 bedrooms
5 beds
MapView on map12.4 mi from City Center
From   US$ 160 /nightSelect
  • Private pool with luxury features
  • VIP check-in and check-out service
  • Fully equipped kitchen for meal prep
3.1 mi from City Center
From   US$ 333 /nightSelect
Give Kids The World Village is within 1.6 miles of the Sonoma Resort 7 Bedroom Vacation Home With Pool 1849 and Monument of States is about 2.9 miles away.
  • Infinity Pool
  • Water Park
  • Fitness Centre
11.6 mi from City Center1200 yd from Arnold Palmer Golf Course
From   US$ 823 /nightSelect
  • Infinity pool with stunning views
  • Family-friendly restaurant with seafood
  • On-site water park for kids
  • Water park
  • Outdoor pools
  • Fitness center
3.8 mi from City Center1.1 mi from Capone's Dinner and Show
From   US$ 364 /nightSelect
  • On-site water park for family fun
  • Multiple outdoor pools with slides
  • Fitness center with diverse activities
  • Private Pool
  • Fitness Room
  • Kids' Club
4.2 mi from City Center600 yd from Capone's Dinner and Show
From   US$ 195 /nightSelect
  • Private villa with hot tub
  • Multiple outdoor heated pools
  • On-site spa and wellness center
Holiday home
8.2
Great165 reviews
  • Game Room
  • Fitness Centre
  • Private Balconies
15.6 mi from City Center
From   US$ 88 /nightSelect
  • Multiple pools open late
  • Family-friendly community activities
  • On-site dining with affordable meals
  • Fitness centre
  • Air conditioning
  • Private entrance
6.4 mi from City Center300 yd from Main Gate Flea Market
From   US$ 186 /nightSelect
  • Private entrance for enhanced privacy
  • Fully equipped kitchen for home cooking
  • On-site fitness centre for workouts
3.5 mi from City Center1100 yd from Kissimmee Value Outlet Shops
From   US$ 768 /nightSelect
  • Private Pool
  • Spa Centre
  • Game Room
15.0 mi from City Center
From   US$ 238 /nightSelect
  • Private pool with lake views
  • On-site spa and wellness center
  • Proximity to cycling and fishing activities
Holiday home
5.2 mi from City Center1500 yd from Fantasy Surf
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Fantasy Surf is also set 20 minutes' walk from the 3151 Paradox #102.
12.6 mi from City Center
From   US$ 167 /nightSelect
The 2303 Butterfly Palm #102 is situated in the West Kissimmee district of Kissimmee, 38 minutes' drive from Orlando International airport.
  • Private Pool
  • Fitness Center
  • Patio Garden
14.7 mi from City Center
From   US$ 697 /nightSelect
  • Private pool with spa amenities
  • Spacious 9-bedroom accommodation
  • On-site fitness center available
3.7 mi from City Center1000 yd from Kissimmee Value Outlet Shops
From   US$ 561 /nightSelect
Kissimmee Air Museum and Osceola County Welcome Center and History Museum are located 2 miles and 1.8 miles from the 15Br Mansion Home With Pool & Hot Tub-Near Disney respectively.
  • Outdoor pool
  • Spa centre
  • Mini-golf
5.4 mi from City Center1300 yd from Fantasy Surf
From   US$ 354 /nightSelect
  • Private outdoor pool for relaxation
  • On-site spa facilities for wellness
  • Activities like fishing and mini-golf
14.4 mi from City Center
From   US$ 167 /nightSelect
Rooms of the Family Friendly 2 Bd Close To Disney @Champions Gate 8899 Villa face the garden and there is also a private swimming pool on the premises.
5.2 mi from City Center1100 yd from Fantasy Surf
From   US$ 302 /nightSelect
Staying at the 2911 Fable Street Kissimmee means you will be 2.3 miles from Old Town, while enjoying a private swimming pool onsite.
  • Private Pool
  • Fitness Centre
  • Game Room
3.8 mi from City Center1100 yd from Kissimmee Value Outlet Shops
From   US$ 331 /nightSelect
  • 8 bedrooms with private pool access
  • Indoor and outdoor swimming pools available
  • Fully equipped kitchen with modern appliances
Holiday home
  • Rooftop Pool
  • Kids Club
  • Spa Centre
14.8 mi from City Center
From   US$ 146 /nightSelect
  • Rooftop pool with pool views
  • On-site spa and wellness centre
  • Kids club and playground
Holiday home
14.9 mi from City Center
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